First rhodium/phosphoramidite complex-catalyzed enantioselective isomerization of allylic alcohols into aldehydes was written by Boeda, Fabien;Mosset, Paul;Crevisy, Christophe. And the article was included in Tetrahedron Letters in 2006.Electric Literature of C24H22NO2P This article mentions the following:
Primary allylic alcs. are converted into chiral aldehydes in the presence of a catalytic amount (7 mol %) of a monodentate phosphoramidite rhodium catalyst. The aldehydes are isolated in high yields (84-89%) and moderate to good ee’s (38-70%). A preliminary mechanistic study showed that the reaction proceeds through a 1,3-H migration pathway. In the experiment, the researchers used many compounds, for example, (11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine (cas: 252288-04-3Electric Literature of C24H22NO2P).
(11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine (cas: 252288-04-3) belongs to chiral phosphine ligands. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Indeed, very little research on chiral tertiary phosphine-catalyzed asymmetric reactions occurred prior to the year 2000.Electric Literature of C24H22NO2P
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis